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Whitehall Vacation Rentals

Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Whitehall vacation rentals

Private kitchen

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (37 reviews)
$240 nightly
The price is $254
Jul 22 - Jul 23
Total with taxes and fees
Sailwinds Loft at Cambridge Creek
1 bedroom, iron/ironing board, WiFi, bed sheets

Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing
Downtown Cambridge
$251 nightly
The price is $266
Jul 22 - Jul 23
Total with taxes and fees
Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing
Marina

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
8.0 out of 10, Very Good, (8 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
$378 nightly
The price is $401
Jul 22 - Jul 23
Total with taxes and fees
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (23 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
$474 nightly
The price is $502
Jul 28 - Jul 29
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (13 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
$454 nightly
The price is $481
Jul 28 - Jul 29
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Marina

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Cambridge
10.0 out of 10, Exceptional, (12 reviews)
"Great space. Great location for exploring Cambridge on foot. Check-in easy. Everything clean. Everything works."
United States
Peter G.
$471 nightly
The price is $499
Jul 28 - Jul 29
Total with taxes and fees
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Smart TV

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (13 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
$621 nightly
The price is $658
Jul 22 - Jul 23
Total with taxes and fees
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Coffee/tea maker, fridge, microwave, oven

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (62 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
$254 nightly
The price is $269
Aug 11 - Aug 12
Total with taxes and fees
Waterfront Getaway with Dock
Marina

Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our weekend getaway at the beautiful gated community. Great water views and a walkable community. The townhouse met all our needs. Fully stocked with essential items. The added bonus is a the workout room with top of the line equipment. A nice touch! Two great decks overlooking the marina. The owners are very responsive."
United States
Melissa
$563 nightly
The price is $621
Jul 28 - Jul 29
Total with taxes and fees
Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8
Outdoor dining

Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
$506 nightly
The price is $559
Jul 29 - Jul 30
Total with taxes and fees
Sunset Breezes - quiet waterfront retreat
Smart TV

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (15 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
$686 nightly
The price is $727
Aug 5 - Aug 6
Total with taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Whitehall Hotel Reviews

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

10/10 Excellent
"Jennifer, the host, was very responsive and answered all of my questions. The home was more than we expected. Our family was able to spread out and have their own space. The home was extremely clean. My grandkids stayed in the pool from morning to night, and my grandson enjoyed fishing from the dock. The cabinets and drawers were well stocked with everything you might need. There was a groundskeeper available for questions, which was convenient. We brought our boat, launched it from the Oxford Marina, and spent time on the water. We also had a photographer come to the property and take family pictures. We had a wonderful time, and I know my grandchildren will cherish the memories. The Baker family"
Cheryl B. 4-night trip
Posted 11 hours ago
Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Find out more about Whitehall

Everything you need to know about Whitehall vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whitehall vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whitehall vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whitehall vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whitehall. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Whitehall in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $502 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Whitehall rentals

At Expedia, we put the best Whitehall vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Whitehall rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whitehall vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whitehall. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Whitehall?

Yes, you can find vacation rentals near the most popular local attractions in Whitehall, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Whitehall has to offer?

Grace Cottage, St Michaels Walk to everything!: This vacation home rental near Whitehall is located in the city center and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Whitehall?

Explore the area and family-friendly sights such as Easton Cycle and Sport, or get out into nature at a spot like Long Wharf Park. Dorchester County Visitors Center and Choptank River Lighthouse are a couple of places you'll find in the larger area.

What are vacation rentals like in Whitehall?

Vacation rentals are privately owned properties you can stay in for several days or longer in Whitehall. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.